Toronto vs Montreal Prediction 29 September 2026
🔊 Toronto are essentially starting the season from scratch. After finishing at the bottom of the Atlantic Division, the club overhauled its management and coaching staff, while bringing in a host of new faces led by Sergei Bobrovsky and first overall draft pick Gavin McKenna. Montreal, on the other hand, have seen far fewer changes. The Canadiens reached the Eastern Conference Final, retained their core roster, and now travel to Toronto-a team they've already beaten twice in September.
They picked up where they left off in September.
📊 Last regular season, Montreal claimed the head-to-head series 3-1, stringing together three consecutive wins (1-0), (5-2), and (3-1). Ahead of the new campaign, these rivals squared off twice more. Montreal edged the first game in overtime (4-3), then followed up with a regulation victory (4-1). Cole Caufield sealed the opening win for the Canadiens with a pinpoint overtime shot, while Phillip Danault bagged a brace in the second encounter.
Head-to-head statistics Toronto - Montreal

Too many new faces
Last season came to an early end for Toronto, as they managed just 32 wins in 82 games and finished at the bottom of the Atlantic Division. Over the summer, sweeping changes were made at nearly every level of the organization. John Chayka took over as general manager, while Jim Hiller stepped in as head coach. The roster also saw a significant overhaul, with notable arrivals including Sergei Bobrovsky, Gavin McKenna, Nick Paul, Jack Roslovic, Colton Sissons, Teddy Blueger, Brandon Duhaime, and Darren Raddysh.
The main question now is how quickly this revamped group can gel. Preparation time was limited-training camp lasted less than two weeks. Auston Matthews even gathered his teammates in Arizona a few days before the season opener to build chemistry. All eyes are on McKenna, the first overall draft pick, who has already featured in two preseason games and is set to start the season on the second line alongside John Tavares and William Nylander.
Match Results: Toronto Maple Leafs

The starting lineup already knows what needs to be done.
Montreal are starting from a completely different position. The Canadiens wrapped up last regular season with a 48-24-10 record, finishing third in the Atlantic Division before making a run to the Eastern Conference Final. Their top line needs little introduction: Cole Caufield, Nick Suzuki, and Juraj Slafkovsky are once again set to lead the first unit.
Questions remain further down the lineup. Montreal are still searching for a reliable option at second-line center, with Oliver Kapanen among the leading candidates. He netted 22 goals last season but managed just four in his final 25 games. On the plus side, things are looking more settled in goal. Jakub Dobes claimed the starting job midway through last season and played all 19 of the team’s playoff games.
Match Results: Montreal Canadiens
⚡️ Key Players
For Toronto, John Tavares led the team in scoring last regular season, racking up 71 points (31 goals and 40 assists) across 82 games. He also netted 12 power-play goals. On defense, Oliver Ekman-Larsson contributed 39 points (8 goals, 31 assists) in 78 appearances. Chris Tanev was limited to just 11 games due to injury, registering two assists in that span.
For Montreal, Nick Suzuki finished the campaign with an impressive 101 points (29 goals, 72 assists) in 82 games, along with a +37 plus-minus rating. Cole Caufield tallied 51 goals and added 37 assists for a total of 88 points in 81 games. Defenseman Lane Hutson rounded out their top three scorers with 78 points (12 goals, 66 assists) over 82 contests.
🥅 Goaltenders
Sergei Bobrovsky joined Toronto after a season with Florida, where he made 52 appearances and posted 27 wins. He turned aside 87.7% of shots faced, recorded a 3.07 goals-against average, and notched four shutouts. Anthony Stolarz featured in 26 games, earning ten victories with an .893 save percentage and a 3.28 goals-against average.
For Montreal, Jakub Dobes played in 43 games and picked up 29 wins. He posted a .901 save percentage and a 2.78 goals-against average. Sam Montembeault appeared in 25 games, collecting ten wins with an .872 save percentage and a 3.43 goals-against average.
⭐️ Editorial Prediction
Even before the season got underway, Montreal already faced the revamped Toronto side twice. The Canadiens needed overtime to edge the first contest (4-3), but looked much more convincing in the second meeting, claiming a 4-1 win. This trend is a carryover from last year: Montreal took three of four regular season games, finishing the head-to-head with a 3-1 advantage. While Toronto underwent significant changes over the summer, the Canadiens retained the core that powered their run to the Eastern Conference final. My pick: Montreal at least avoid defeat in regulation time (Double Chance X2).